Synthesis hydrolysis of oligodeoxyribonucleotides containing 2-aminopurine

June Fujimoto, Zoraida Nuesca, Mark Mazurek, Lawrence Sowers

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

A new method is reported for the synthesis of oligodeoxyribonucleotides containing 2-aminopurine residues at selected sites. This method involves protection of the 2-aminopurine ribonucleoside, reduction to the deoxyribonucleoside and standard preparation of the 5′-O(4,4′dimethoxytrityl)-3′-O-(2-cyanoethyl)-N,N- diisopropylphosphoramidite. The 2-aminopurine phosphoramidite prepared by this method couples with high efficiency and is stable under standard automated synthesis conditions. The presence and location of the 2-aminopurine residue is easily verified by treatment of the oligodeoxyribonucleotide with hot piperidine. The mechanism for selective hydrolysis of the 2-aminopurine residue in alkaline solution is predominantly direct cleavage of the glycosidic bond.

Original languageEnglish (US)
Pages (from-to)754-759
Number of pages6
JournalNucleic Acids Research
Volume24
Issue number4
StatePublished - 1996
Externally publishedYes

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2-Aminopurine
Oligodeoxyribonucleotides
Hydrolysis
Deoxyribonucleosides
Ribonucleosides

ASJC Scopus subject areas

  • Genetics

Cite this

Synthesis hydrolysis of oligodeoxyribonucleotides containing 2-aminopurine. / Fujimoto, June; Nuesca, Zoraida; Mazurek, Mark; Sowers, Lawrence.

In: Nucleic Acids Research, Vol. 24, No. 4, 1996, p. 754-759.

Research output: Contribution to journalArticle

Fujimoto, J, Nuesca, Z, Mazurek, M & Sowers, L 1996, 'Synthesis hydrolysis of oligodeoxyribonucleotides containing 2-aminopurine', Nucleic Acids Research, vol. 24, no. 4, pp. 754-759.
Fujimoto, June ; Nuesca, Zoraida ; Mazurek, Mark ; Sowers, Lawrence. / Synthesis hydrolysis of oligodeoxyribonucleotides containing 2-aminopurine. In: Nucleic Acids Research. 1996 ; Vol. 24, No. 4. pp. 754-759.
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